2,6-Epoxy-3-benzazocine: Zentral wirksame N/O-Acetale durch Ringschluß von Amino- und Amidoacetalen |
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Authors: | Bernhard Wü nsch,Georg H fner,Gerd Bauschke |
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Affiliation: | Bernhard Wünsch,Georg Höfner,Gerd Bauschke |
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Abstract: | 2,6-Epoxy-3-benzazocines: Centrally Active N/O-Acetals by Cyclization of Amino- and Amidoacetals Under acidic conditions the secondary amines 10a and 10b , the primary amine 15 , the amide 17a , and the urethane 17b were cyclized to yield the 2,6-epoxy-3-benzazocines 11a, 11b, 16, 18a and 18b , respectively. Ring closure of the inverse amide 5a , however, failed to give the tricyclic N/O-acetal 6 . With LiAlH4 the epoxy bridge of the urethane 18b was opened to afford the bicyclic 3-benzazocine 20 . - While the N-(2-methoxyethyl) derivative 11b did not influence the behaviour of mice, the N-methyl derivative 11a showed strong central effects. |
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